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JEE Main Chemistry question

ChemistryAlcohols, Phenols and EthersJEE Main

This section contains 1 matrix-match type question. Column-I (A), (B), (C) are to be matched with Column-II (p), (q), (r):

| Column-I | Column-II | |---|---| | (A) Phenolic esters on heating in presence of | (p) Claisen rearrangement | | (B) Aryl-allyl ethers are heated | (q) Houben-Hoesch reaction | | (C) Polyhydroxy phenol undergo acylation with | (r) Fries rearrangement |

Which combination correctly matches each entry of Column-I with Column-II?

Answer: (C)

Solution

Heating a phenolic ester in the presence of causes the acyl group to migrate intramolecularly back onto the ring (ortho/para position) — this is the Fries rearrangement (A–r). Heating an aryl allyl ether causes a [3,3]-sigmatropic Claisen rearrangement, moving the allyl group from oxygen to the ring carbon

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Question ID VK-148649